Ion Channel Formation from a Calix[4]arene Amide That Binds HCl
| Autor: | Galya Abdrakhmanova, Robert Mizani, Jeffery T. Davis, James C. Fettinger, Vladimir Sidorov, Frank W. Kotch |
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| Rok vydání: | 2002 |
| Předmět: |
Models
Molecular Patch-Clamp Techniques Stereochemistry Lipid Bilayers Biochemistry Ion Channels Catalysis Cell Line Membrane Potentials chemistry.chemical_compound Colloid and Surface Chemistry Chlorides Phenols Amide Calixarene Synthetic ion channels Humans Lipid bilayer Nuclear Magnetic Resonance Biomolecular Ion channel Ion transporter Sulfates Bilayer Cell Membrane Hydrogen Bonding General Chemistry Amides Crystallography Membrane chemistry Liposomes Hydrochloric Acid Calixarenes |
| Zdroj: | Journal of the American Chemical Society. 124:2267-2278 |
| ISSN: | 1520-5126 0002-7863 |
| Popis: | The ion transport activity of calix[4]arene tetrabutylamide 1,3-alt 2 was studied in liposomes, planar lipid bilayers, and HEK-293 cells. These experiments, when considered together with (1)H NMR and X-ray crystallography data, indicate that calix[4]arene tetrabutylamide 2 (1) forms ion channels in bilayer membranes, (2) mediates ion transport across cell membranes at positive holding potential, (3) alters the pH inside liposomes experiencing a Cl(-) gradient, and (4) shows a significant Cl(-)/SO(4)(2)(-) transport selectivity. An analogue, calix[4]arene tetramethylamide 1, self-assembles in the presence of HCl to generate solid-state structures with chloride-filled and water-filled channels. Structureminus signactivity studies indicate that the hydrophobicity, amide substitution, and macrocyclic framework of the calixarene are essential for HCl binding and transport. Calix[4]arene tetrabutylamide 2 is a rare example of an anion-dependent, synthetic ion channel. |
| Databáze: | OpenAIRE |
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